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Chemical Structure| 18390-00-6 Chemical Structure| 18390-00-6
Chemical Structure| 18390-00-6

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PTIO is an NO scavenger that reacts with NO to form corresponding imino nitrogen oxides and •NO2.

Synonyms: α-Phenyltetramethylnitronyl nitroxide

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of PTIO

CAS No. :18390-00-6
Formula : C13H17N2O2
M.W : 233.29
SMILES Code : CC1(N(C(C2=CC=CC=C2)=[N+](C1(C)C)[O-])[O])C
Synonyms :
α-Phenyltetramethylnitronyl nitroxide
English Name :2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide
MDL No. :MFCD00059929
InChI Key :DYUUGILMVYJEHY-UHFFFAOYSA-N
Pubchem ID :2733513

Safety of PTIO

Application In Synthesis of PTIO

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 18390-00-6 ]

[ 18390-00-6 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 18390-00-6 ]
  • [ 26731-64-6 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogenchloride; sodium nitrite In 1,4-dioxane for 0.25h; Ambient temperature;
79% With hydrogenchloride; sodium nitrite In methanol at 20℃; for 1h;
57% With 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanoquinodimethane In acetonitrile for 0.0333333h;
With nitric oxide In hexane; chloroform at 14.9℃;
With N-(2-butyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)N-methylnitrosoamine In aq. phosphate buffer; dimethyl sulfoxide
With hydrogenchloride; toluene-4-sulfonic acid; sodium nitrite In dichloromethane; water
With sodium nitroprusside In water for 24h; Sonication;
With C32H33N5O6 In aq. phosphate buffer; ethanol; dimethyl sulfoxide Irradiation;
UV-irradiation;

  • 2
  • [ 18390-00-6 ]
  • [ 66166-73-2 ]
YieldReaction ConditionsOperation in experiment
60% With hydrogenchloride; zinc at 100℃; for 1.5h;
  • 3
  • [ 18390-00-6 ]
  • [ 61919-29-7 ]
YieldReaction ConditionsOperation in experiment
73% With iron; acetic acid for 1h; Ambient temperature;
  • 4
  • [ 66166-73-2 ]
  • [ 18390-00-6 ]
YieldReaction ConditionsOperation in experiment
51% With sodium tungstate; dihydrogen peroxide In methanol for 48h; Ambient temperature;
  • 5
  • [ 351902-03-9 ]
  • [ 18390-00-6 ]
  • [ 26731-64-6 ]
YieldReaction ConditionsOperation in experiment
1: 78% 2: 12% Stage #1: 2-Phenyl-4,4,5,5-tetramethylimidazolidine With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane for 1h; Ice cooling; Stage #2: With sodium periodate In dichloromethane Further stages.;
  • 6
  • [ 18390-00-6 ]
  • [ 26731-64-6 ]
  • [ 18390-03-9 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-phenyl-4,4,5,5-tetramethylimidazolin-3-oxide-1-oxyl With hexamethylenetetramine In methanol at 20℃; Stage #2: With lead dioxide In methanol for 1h;
  • 7
  • [ 18390-00-6 ]
  • [ 88-89-1 ]
  • [ 749921-19-5 ]
YieldReaction ConditionsOperation in experiment
47% In ethanol at 0℃; for 24h;
  • 9
  • [ 3964-18-9 ]
  • [ 18390-00-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 79 percent / Al/Hg / tetrahydrofuran; H2O / 0.75 h / -7 - -2 °C 2: 96 percent / p-TsOH*H2O / methanol / 48 h / 20 °C 3: 85 percent / NaIO4 / CHCl3; H2O / 0 - 20 °C
Multi-step reaction with 3 steps 1: 63 percent / Zn; NH4Cl / tetrahydrofuran; H2O / 3 h / 10 °C 2: 85 percent / methanol / 16 h / 20 °C 3: 80 percent / lead dioxide / methanol / 0.33 h / 20 °C
Multi-step reaction with 3 steps 1: 63 percent / Zn; NH4Cl / tetrahydrofuran; H2O / 19 h / 4 - 10 °C 2: 85 percent / methanol / 1 h / 20 °C 3: 80 percent / lead dioxide / methanol / 3 h / 20 °C
Multi-step reaction with 3 steps 1.1: 81 percent / Sn; aq. HCl / 3 h / Heating 2.1: 78 percent / aq. H2SO4 / methanol / 1 h / 20 °C / pH 3 - 4 3.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 1 h / Ice cooling 3.2: 78 percent / aq. NaIO4 / CH2Cl2
Multi-step reaction with 3 steps 1.1: 81 percent / Sn; aq. HCl / 3 h / Heating 2.1: 99 percent / diethyl ether / ice cooling 3.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 1 h / Ice cooling 3.2: 78 percent / aq. NaIO4 / CH2Cl2
Multi-step reaction with 3 steps 1: zinc; ammonium chloride / water; tetrahydrofuran / 10 - 12 °C 2: toluene-4-sulfonic acid / methanol / 120 h / 20 °C / Schlenk technique; Inert atmosphere 3: sodium hydrogencarbonate; sodium periodate / dichloromethane; water / Cooling with ice
Multi-step reaction with 5 steps 1.1: ammonium chloride; zinc; cadmium(II) sulfate octahydrate / tetrahydrofuran; water / 2 h / Cooling with ice 2.1: water / 0.08 h / 20 °C 3.1: sodium periodate / water; ethyl acetate / 0 °C 4.1: tetrahydrofuran / 1 h / 110 °C / Microwave irradiation; Sealed tube 4.2: 0.33 h 5.1: 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex / toluene / 0.33 h / 20 °C / Inert atmosphere

  • 10
  • [ 14384-45-3 ]
  • [ 18390-00-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 96 percent / p-TsOH*H2O / methanol / 48 h / 20 °C 2: 85 percent / NaIO4 / CHCl3; H2O / 0 - 20 °C
Multi-step reaction with 2 steps 1: 85 percent / methanol / 16 h / 20 °C 2: 80 percent / lead dioxide / methanol / 0.33 h / 20 °C
Multi-step reaction with 2 steps 1: 85 percent / methanol / 1 h / 20 °C 2: 80 percent / lead dioxide / methanol / 3 h / 20 °C
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / methanol / 120 h / 20 °C / Schlenk technique; Inert atmosphere 2: sodium hydrogencarbonate; sodium periodate / dichloromethane; water / Cooling with ice
Multi-step reaction with 4 steps 1.1: water / 0.08 h / 20 °C 2.1: sodium periodate / water; ethyl acetate / 0 °C 3.1: tetrahydrofuran / 1 h / 110 °C / Microwave irradiation; Sealed tube 3.2: 0.33 h 4.1: 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex / toluene / 0.33 h / 20 °C / Inert atmosphere

  • 11
  • [ 20485-44-3 ]
  • [ 18390-00-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 78 percent / aq. H2SO4 / methanol / 1 h / 20 °C / pH 3 - 4 2.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 1 h / Ice cooling 2.2: 78 percent / aq. NaIO4 / CH2Cl2
Multi-step reaction with 2 steps 1.1: 99 percent / diethyl ether / ice cooling 2.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 1 h / Ice cooling 2.2: 78 percent / aq. NaIO4 / CH2Cl2
  • 12
  • [ 18390-00-6 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
66% In diethyl ether Cu(CF3COO)2*xH2O was added to soln. NITPh in ether; heptane was added, soln. was concd. and cooled to -18°C; elem. anal.;
  • 13
  • [ 18390-00-6 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
78% In benzene Ar-atmosphere; slight excess ligand, stirring at room temp. overnight (pptn.); collection (filtration), washing (C6H6), drying (vac., 80°C); elem. anal.;
  • 14
  • [ 18390-00-6 ]
  • [ 18734-63-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
73% In dichloromethane soln. of Hg-complex in CH2Cl2 mixed with soln. of ligand in CH2Cl2; evapd. of solvent, washed with hexane and CH2Cl2; elem. anal.;
 

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